Cheap Flights from Pittsburgh (PIT) to Chicago (MDW)

Popular airlines from Pittsburgh International Airport (PIT) to Chicago Midway Airport (MDW)

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Find the cheapest month to fly from Pittsburgh (PIT) to Chicago (MDW)

August is typically the cheapest month to fly

From ₹6,604 - ₹34,839 per traveller.

Graph displaying average flight prices per month

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Flight from Pittsburgh to Chicago route information
Origin airport
Pittsburgh Intl.
Destination airport
Midway Intl.
Distance
639 km

Pittsburgh to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Pittsburgh to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with PIT to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind Pittsburgh for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from Pittsburgh Intl. Airport (PIT) to Chicago Airport?
Round-trip tickets from Pittsburgh Airport to Midway Airport start from . This figure is based on fares listed within the last 7 days on Expedia for flights departing within the next year — book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Pittsburgh Intl. Airport (PIT) to Midway Airport?
We understand that circumstances change unexpectedly, so we've made it as easy as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from Pittsburgh Intl. Airport (PIT) to MDW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for PIT to Midway Intl. Airport (MDW) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Pittsburgh Airport to Chicago Airport?
That new movie you've been eager to see will have to wait — the flight distance between PIT and Midway Airport is only 640 kilometres. The captain will be instructing you to buckle up for landing before you know it.
Which airlines fly direct from Pittsburgh Airport to Midway Intl. Airport (MDW)?
If you'd like to fly directly from Pittsburgh Airport to MDW, Southwest Airlines (WN) is a top option. It operates 117 flights every month between Pittsburgh and Chicago.
Are Pittsburgh Airport to MDW flight tickets cheaper when they're purchased at the last minute?
It is possible to score great last-minute deals from Pittsburgh Airport to Midway Intl. Airport (MDW), but it's also possible to miss out altogether! As many airlines release seats up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you see a bargain. Expedia compares carrier prices and updates flight deals regularly, so you can be certain you're always seeing the latest offers.

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